Recent Searches
Clear

Top Key West Rentals

Saved to wishlist!
Dates
Select Dates
Self-guided Tours & Rentals
Self-guided Tours & Rentals
Boat Rentals
Boat Rentals
Cruises & Sailing
Cruises & Sailing
On the Water
On the Water
Water Equipment Rentals
Water Equipment Rentals
Shore Excursions
Shore Excursions
Ports of Call Tours
Ports of Call Tours
Sailing
Sailing
Snorkeling
Snorkeling
Sightseeing Tours
Sightseeing Tours
Likely To Sell Out
Parasailing
Parasailing
Trolley Tours
Trolley Tours
Water Tours
Water Tours
Sunset Cruises
Sunset Cruises
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Key West. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials

14 results | All Key West Tours

Sort by: Featured

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1133
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
More
  • 2 hours
  • Free Cancellation
From
$89.95
From
$89.95

Key West Florida Reef Half-Day Snorkeling Excursion

Key West Florida Reef Half-Day Snorkeling Excursion

star-4.5
698
Enjoy an afternoon of swimming and snorkeling on this cruise off the coast of Key West. Spend a relaxing afternoon on a 69-foot catamaran headed to North America's only living coral barrier reef for the adventure of a lifetime. Pass some of Key West’s top attractions on the way, then dive right in to see more than 600 species of colorful fish, coral, and other sea life. This cruise includes professional snorkeling gear and instruction plus beer, wine, and soft drinks.
More
  • 3 hours
  • Free Cancellation
From
$45.95
From
$45.95

Key West Sunset Champagne Catamaran Cruise

Key West Sunset Champagne Catamaran Cruise

star-4.5
334
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$51.95
From
$51.95

Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
434
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
More
  • 2 hours
  • Free Cancellation
From
$88.95
From
$88.95

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
533
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$50.35
From
$50.35

Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
144
Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.
More
  • 1 hour
  • Free Cancellation
From
$89.95
From
$89.95

Key West Dolphin Watch and Snorkel Cruise
Likely to Sell OutLikely to Sell Out

Key West Dolphin Watch and Snorkel Cruise

star-4.5
548
Get ready for fun in the sun on this dolphin watch and snorkeling adventure off the coast of Key West. Cruise away from the island city of Key West and see dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breeze and select from a variety of refreshing beverages on board the boat.
More
  • 3 hours
  • Free Cancellation
From
$75.20
From
$75.20

Key West Full-Day Power Adventure: Sailing & Watersports Package

Key West Full-Day Power Adventure: Sailing & Watersports Package

star-4.5
592
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
More
  • 6 hours
  • Free Cancellation
From
$209.95
From
$209.95

Key West Living Coral Reef Snorkel Adventure

Key West Living Coral Reef Snorkel Adventure

star-4
287
Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail aboard a state-of-the-art catamaran as you voyage toward the reef. Receive snorkeling guidance from your knowledgeable crew, making this experience perfect for first-time snorkelers. Use of sanitized snorkel gear and beer, water, and champagne on the morning trip or margaritas on the afternoon trip provided.
More
  • 3 hours
  • Free Cancellation
From
$46.92
From
$46.92

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
300
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
More
  • 1 hour
  • Free Cancellation
From
$38.80
From
$38.80

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

star-5
234
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
More
  • 2 hours
  • Free Cancellation
From
$99.95
From
$99.95

Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-3.5
222
For the aquatic adventure of a lifetime, take this cruise to North America's only living coral barrier reef. No need to go scuba diving or snorkeling for this great view — from the deck of a glass-bottom catamaran boat, see more than 600 species of tropical fish, sharks, turtles, lobsters and crabs, plus colorful coral and a vast collection of other sea life. Upgrade to a sunset cruise to enjoy a glass of Champagne as the sun settles into the Gulf of Mexico.
More
  • 2 hours
  • Free Cancellation
From
$53.70
From
$53.70

4 Days, 3 Nights Sailing Catamaran Experience in the Exumas, Bahamas

4 Days, 3 Nights Sailing Catamaran Experience in the Exumas, Bahamas

star-5
17
Resorts and rental houses are a dime a dozen, crowded, and in the Keys, can often feel run-down... you feel "stuck" on land since all of the fun of the Keys is out on the water. PLEASE ASK ABOUT OUT 4-5-6 night SAILING TRIPS, OUR MOST POPULAR TRIP IS Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. Our 4+ night trips are actually more popular than the shorter trips! More time exploring, more islands, reefs, and shore excursions! This 4days/3nights catamaran trip aboard 'Sailing SummerCamp' allows you to live the yacht and sailing lifestyle in a new, clean, modern, catamaran. The width and stability of a catamaran makes it perfect for ocean novices. We also have some great water toys and sports equipment onboard, all of which is included. Trips come with a captain who is knowledgeable on the area, entertaining, and above all... SAFE!
More
  • 4 days
From
$5,400.00
per group
From
$5,400.00
per group

Key West Stand Up Paddleboard Rental with Included Lesson

Key West Stand Up Paddleboard Rental with Included Lesson

star-4.5
16
Head out into the calm waters between Stock Island and Key West for a 2-hour stand up paddle adventure. Paddle through the mangroves and see native wildlife such as fish, birds, small sharks, rays, and maybe even a manatee swimming around in the crystal clear waters. This rental also comes with an optional 1-hour lesson for beginners.
More
  • 2 hours
  • Free Cancellation
From
$30.00
From
$30.00

Filters

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Rentals in Key West?
Q:
What Rentals in Key West are taking additional safety precautions?
Q:
What Rentals in Key West are good for avoiding crowds?